From everything I've read the sellers definition of "just needs a little TLC" can vary dramatically from what your buyer would considered "a little bit".

For too many years sinkhole claims were a much used and abused scam benefiting homeowners, engineering firms, repair companies, lawyers etc..By some remarkable coincidence, as the cost of coverage became more expensive, benefits became slimmer, and the economy improved, the amount of claims have fallen off dramatically. 

Vacation Rentals changed dramatically based on your location, the size of the home, the amenities associated, and the management company that is handling your property. 

If you bought the property at market value, then you would have to be in a seriously rocking market to see a dramatic increase in value in a couple years.

Especially the south burbs where we have seen a dramatic increase in rent.

Once the eviction got started the tenant kept insisting that she did not have to pay or move because she "had hardship" (elderly family member passed away etc.) and would take the cause to court for a dramatic movie worthy legal victory.Her court experience was not quite what she had imagined it would be and we got a ruling in our favor.

How you are taxed can vary dramatically in each case. 

If you are going to use the VA loan to "househack" your first investment, this could be another way to dramatically increase your cash flow.

Not factoring the appreciation on properties some were cash-flowing debt free for 20+ years dramatically increasing the return on investment.  

We are having to explore advertising avenues as since VRBO changed their model and starting charging the renter high fees we have seen a dramatic decrease in inquiries!